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The inaugural class named by Bill Simmons consisted of the following celebrities:
* Dennis Rodman
* [[The Apprentice (trope)
* Courtney Love
* R. Kelly
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* After [[Charlie Sheen]]'s much publicized 2011 cocaine binge, Bill Simmons himself suggested that it may be time for Sheen to become the new [[Trope Namer]]. Though he put a [http://sports.espn.go.com/espn/page2/story?page=simmons/110204&sportCat=nfl hilarious condition] (4th question there) for Sheen to take Tyson's title—with the observation "[[Tempting Fate|Let's hope I didn't just challenge him]]".
** They even met in [http://www.youtube.com/watch?v=wIZ0GuTXMMQ this old clip from HBO]. [[Hilarious in Hindsight]]?
** Jossed after Tyson's performance at [[Comedy Central]]'s roast of Sheen. Charlie came off as collected and lucid, whereas Tyson was giggling like an axe murderer and at one point heckled
* Victoria Jackson (of ''[[Saturday Night Live]]'' fame) has become one these in the past few years by getting involved in the [[Conspiracy Theorist|Birther]] movement and complaining about ''[[Glee]]'' (a kiss between two male characters in particular) on television while waving a Bible around. Her Wikipedia picture also features her in a really bizarre outfit that cannot be explained.
* [[Robert Downey, Jr.]] came close to entering, but then [[Career Resurrection|turned his life around]] thanks to, of all people, [[Mel Gibson]]. He's since called for the same opportunity to be [http://www.youtube.com/watch?v=_AAJuynxnTQ extended to Mel].
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* [[Lady Gaga]], although it's mostly due to her intentionally being as ridiculous as possible. Some think she's doing it to satirize an increasingly crazy entertainment/tabloid industry that is obsessed with this. Others... just think she's crazy. Still others point out that [[Take a Third Option|she could easily be both]].
* [[Ozzy Osbourne]]. The [[Cloudcuckoolander|self-proclaimed]] [[Satan|Prince of Darkness]]. About half of this image was self-cultivated, rather like [[Michael Jackson]] (except for the image of sheer craziness rather than bizarre mystique) and the rest is due to bad decisions resulting from drug and alcohol binges.
* [[Yoshiki Hayashi]], [[Hideto Matsumoto|hide]], [[Taiji Sawada]]... hell,
* [[Gackt]].
* The late [[Wu-Tang Clan|Ol' Dirty Bastard]].
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